Mechanism of chlorination of aromatic compounds adsorbed on the surface of fly ash from municipal incinerators

Aromatic compounds were adsorbed onto the surface of municipal incinerator fly ash before chlorination with hydrogen chloride gas. An electrophilic mechanism is indicated by the results, in which iron(III) chloride acted as the chlorinating reagent, which is bound to the surface of the fly ash durin...

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Bibliographic Details
Published in:Environmental science & technology 1990-11, Vol.24 (11), p.1635-1641
Main Authors: Hoffman, Robert V, Eiceman, Gary A, Long, Yao Ting, Collins, Margaret C, Lu, Mao Qin
Format: Article
Language:English
Subjects:
320604 - Energy Conservation, Consumption, & Utilization- Municipalities & Community Systems- Municipal Waste Management- (1980-)
400201 - Chemical & Physicochemical Properties
540120 - Environment, Atmospheric- Chemicals Monitoring & Transport- (1990-)
ADSORPTION
AEROSOL WASTES
Applied sciences
ASHES
Atmospheric pollution
CHEMICAL REACTIONS
CHLORINATION
DIOXIN
ELEMENTS
ENERGY CONSERVATION, CONSUMPTION, AND UTILIZATION
ENVIRONMENTAL SCIENCES
Exact sciences and technology
FLY ASH
FURANS
HALOGENATION
HETEROCYCLIC COMPOUNDS
INCINERATORS
INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY
IRON
METALS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
Pollutants physicochemistry study: properties, effects, reactions, transport and distribution
Pollution
RESIDUES
SORPTION
SURFACE PROPERTIES
TRANSITION ELEMENTS
WASTES
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Summary:Aromatic compounds were adsorbed onto the surface of municipal incinerator fly ash before chlorination with hydrogen chloride gas. An electrophilic mechanism is indicated by the results, in which iron(III) chloride acted as the chlorinating reagent, which is bound to the surface of the fly ash during the reaction. The electrophilic substitution reaction with the adsorbed aromatic compounds results in chlorinated aromatics that are bound to the surface of the fly ash. The fly ash surface becomes an oxidating agent rather than a catalyst, and iron(III) chloride is reduced to Iron(II) chloride. Samples of fly ash from three incinerators resulted in widely variable yields, which were not clearly related to properties. Solvent extraction of treated fly ash resulted in the release of Fe, which could be related to the changing yields of chlorinated aromatics.
ISSN:0013-936X
1520-5851
DOI:10.1021/es00081a002